Wiltshire Vacation Rentals from CA $146: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals in Wiltshire?

Sunshine Lodge- Your Home Away From Home : Visitors like this Wiltshire vacation home rental. It is located by the ocean and has a private balcony, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Wiltshire vacation rentals

A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

1. Hospitality Expert CB1

Montego Bay

Clayteea

CA $237 total

includes taxes & fees

Nov 9 - Nov 10

An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

2. Sky Beach Rooms

Montego Bay

Clayton

CA $146 total

includes taxes & fees

Nov 8 - Nov 9

A beach with clear turquoise water, a sandy shore, and a view of the ocean.

3. Montego Bay Club Apartments

Hip Strip

Heather

CA $242 total

includes taxes & fees

Nov 8 - Nov 9

A beach view from a balcony with a clear ocean, a pier, and a few umbrellas on the sand.

4. Montego Bay Club Beach Resort

Hip Strip

Gerald

CA $221 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool with a tiled deck, surrounded by greenery and a few lounge chairs.

5. Angels Hideaway Blue Room

Ironshore

DUSTIN

CA $152 total

includes taxes & fees

Dec 4 - Dec 5

A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

6. Claudeville Condo

Montego Bay

Sabrina

CA $156 total

includes taxes & fees

Nov 10 - Nov 11

7. Hospitality Expert Eden

Montego Bay

Jonnette

CA $682 total

includes taxes & fees

Nov 9 - Nov 10

8. Hospitality Expert CB2

Montego Bay

Robert

CA $238 total

includes taxes & fees

Nov 8 - Nov 9

A spacious living area with a pool, blue chairs, and a view of the ocean.

9. Eden Luxe 1

Montego Bay

Kelleia

CA $567 total

includes taxes & fees

Nov 24 - Nov 25

A breakfast tray with eggs, bacon, tomatoes, and a glass of orange juice by a pool.

10. Half Hill 1BR

Montego Bay

Nye

CA $283 total

includes taxes & fees

Nov 12 - Nov 13

A river with boats docked on both sides, surrounded by lush greenery.

11. Serenitys Hideaway Montego Bay

Montego Bay

dawn Marie

CA $240 total

includes taxes & fees

Nov 11 - Nov 12

12. Hospitality Expert SF

Montego Bay

"The property was beautiful and offered great views and even had a small private pool. The space was welcoming and large, perfect for a small family! We do recommend the resort, especially during hot months, to have the AC units serviced appropriately as there aren’t many close dining options so most meals are prepared in the home, and no AC in the kitchen was miserably hot. We did have a difficult time after check in to get in touch with the resort to arrange transportation in a timely manner....

William

CA $353 total

includes taxes & fees

Dec 2 - Dec 3

A yellow villa with a swimming pool, surrounded by lush greenery and a clear view of the sea.

13. Montego Bay Ironshore Luxury Studios

Ironshore

Dapea

CA $161 total

includes taxes & fees

Nov 12 - Nov 13

14. Hospitality Expert CB4

Montego Bay

paul

CA $230 total

includes taxes & fees

Nov 15 - Nov 16

A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

15. Unity Villa

Montego Bay

Susan

CA $183 total

includes taxes & fees

Nov 8 - Nov 9

A bedroom with a bed, a desk, two chairs, a wardrobe, and a bathroom with a mirror and sink.

16. YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

Montego Bay

CA $270 total

includes taxes & fees

Dec 4 - Dec 5

A lush garden with various tropical plants and palm trees.

17. Holiday House Second floor Ste

Ironshore

Simone

CA $348 total

includes taxes & fees

Nov 23 - Nov 24

A rectangular swimming pool with a tiled deck surrounding it.

18. Montego Bay Ironshore Luxury GOLD ROOM

Ironshore

CA $168 total

includes taxes & fees

Dec 7 - Dec 8

A swimming pool with a hot tub, surrounded by palm trees and a white building.

19. Turquoise Sea Villa

Montego Bay

CA $385 total

includes taxes & fees

Dec 4 - Dec 5

A beach with lounge chairs and a clear view of the ocean.

20. Seawind F104

Montego Bay

"Let me start with the property was very nice including the apartment we stayed in. Very modern and tastefully decorated. Location of this property was perfect as we were visiting family and it was close by. To pay for the cleaning fee prior to check in was a little challenging; when traveling with a cell phone you are unable to pay using the link they provide. We were able to pay cash onsite which helped. I would like to focus on the false advertising of guest laundry, there is no guest laundry...

Rachel

CA $354 total

includes taxes & fees

Nov 10 - Nov 11

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Top Wiltshire Hotel Reviews

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent

"Fantastic staff, beautiful room and grounds. Food was delicious. We were lucky to enjoy a Jamaican feast. Drinks were top tier. Good wine at dinner, bar drinks were made to order the way you like them ( enjoyed a salt rimmed classic margarita, a vodka olive martini, ice cold beer and rum punches that weren’t watered down at all as other reviews said). Beach was lovely pool was well lit at night. Comfortable bed! Loved having robes in the room but I do suggest putting more size inclusive ones. Overall great stay"

Toby's Resort

8/10 Good

"A charming, low-key and well kept establishment with attractive grounds, two outdoor pools, pool bar and small gym (closed during my stay unfortunately). On site restaurant for breakfast, lunch and dinner, serving Jamaican and other dishes. Very helpful staff. Parking, and close to airport. Walking distance to a couple of beaches, small mini markets and other shops."

Hotel Grand A View

10/10 Excellent

"On our arrival front desk made us feel welcome and helpful. I will recommend my friends and family to this hotel anytime, even my next visit will be Grand A View Hotel, our room and the hotel was so clean. I was very impressed with the staff including the gate keeper, bell person and cleaning crew was very nice. Breakfast was great, thank you."

Hotel Riu Reggae - Adults Only - All Inclusive

10/10 Excellent

"The location of this property is amazing, and the staff was extremely friendly and helpful throughout my stay. I stayed in a true oceanfront room that offered spectacular views of the surrounding area. After visiting neighboring properties, I can confidently say the ocean view here is absolutely immaculate. Additionally, all the dining options were tasteful, featuring plenty of choices to accommodate all types of diets. Getting around was also seamless, as the resort offers plenty of safe transportation options for guests."

Iberostar Selection Rose Hall Suites - All Inclusive

10/10 Excellent

"Iberostar Selection is an amazing property. The beach is clean, the drinks are strong and the amenities are practical. It kept the kids busy. We saw a Micheal Jackson impersonator show at the theater which was good. They have multiple gift and garment shops on site for most things you may need. There’s even a jewelry store if you so desire."

Grand Palladium Jamaica Resort & Spa All Inclusive

10/10 Excellent

"Room service was good and service staff great. Consistently exceptional service was experienced at Miss Lou's from Ambrosia and Jonathan. It helped that this bar provided high-end drinks as well as high-end customer service. I would consider another stay at this property, especially if the buffet food quality could be improved."

Find out more about Wiltshire

Everything you need to know about Wiltshire vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wiltshire vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wiltshire vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wiltshire vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wiltshire. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wiltshire vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wiltshire vacation rentals we have selected for you start as low as CA $146 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wiltshire rentals

At Expedia, we put the best Wiltshire vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wiltshire rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wiltshire vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wiltshire. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Wiltshire?

Yes, we have vacation rentals close to well known points of interest in Wiltshire, or you can select a more remote option if you're looking for relaxation. Wiltshire is known for its beaches and sporting events. Make sure you have time to check out the shopping and restaurants during your trip.

What are some of the best vacation rentals in Wiltshire?

Sunshine Lodge- Your Home Away From Home: Visitors like this Wiltshire vacation home rental. It is located by the ocean and has a private balcony, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Wiltshire?

While exploring the area, visit family-friendly sights like Montego Bay Marine Park, or get outside and enjoy nature at Doctor's Cave Beach. In the larger area, you’ll find Montego Bay Cruise Ship Terminal and Saint James Parish Church.

What’s a vacation rental in Wiltshire like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Wiltshire. Vacation rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.

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Check prices for these dates

Our top choices for Wiltshire vacation rentals

1. Hospitality Expert CB1

2. Sky Beach Rooms

3. Montego Bay Club Apartments

4. Montego Bay Club Beach Resort

5. Angels Hideaway Blue Room

6. Claudeville Condo

7. Hospitality Expert Eden

8. Hospitality Expert CB2

9. Eden Luxe 1

10. Half Hill 1BR

11. Serenitys Hideaway Montego Bay

12. Hospitality Expert SF

13. Montego Bay Ironshore Luxury Studios

14. Hospitality Expert CB4

15. Unity Villa

16. YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

17. Holiday House Second floor Ste

18. Montego Bay Ironshore Luxury GOLD ROOM

19. Turquoise Sea Villa

20. Seawind F104

Find vacation rentals that suit your style

Top Wiltshire Hotel Reviews

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Toby's Resort

Hotel Grand A View

Hotel Riu Reggae - Adults Only - All Inclusive

Iberostar Selection Rose Hall Suites - All Inclusive

Coyaba Beach Resort

Iberostar Waves Rose Hall Beach - All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

Find out more about Wiltshire

Frequently asked questions

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